Ethyl 4,8-dihydroxy-9,10-dioxoanthracene-2-carboxylate

Details

• Internal ID: cefbde12-91e7-4539-a54d-ce7d5a908311
• Taxonomy: Benzenoids > Anthracenes > Anthracenecarboxylic acids and derivatives > Anthracenecarboxylic acids
• IUPAC Name: ethyl 4,8-dihydroxy-9,10-dioxoanthracene-2-carboxylate
• InChI: InChI=1S/C17H12O6/c1-2-23-17(22)8-6-10-14(12(19)7-8)15(20)9-4-3-5-11(18)13(9)16(10)21/h3-7,18-19H,2H2,1H3
• InChI Key: NAPMVPUVSANYCE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₆
• Molecular Weight: 312.27 g/mol
• Exact Mass: 312.06338810 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	-	0.6955	69.55%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8884	88.84%
OATP2B1 inhibitior	-	0.5710	57.10%
OATP1B1 inhibitior	+	0.8787	87.87%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5265	52.65%
P-glycoprotein inhibitior	-	0.8416	84.16%
P-glycoprotein substrate	-	0.8959	89.59%
CYP3A4 substrate	+	0.5267	52.67%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8667	86.67%
CYP3A4 inhibition	-	0.9355	93.55%
CYP2C9 inhibition	+	0.7718	77.18%
CYP2C19 inhibition	+	0.6135	61.35%
CYP2D6 inhibition	-	0.8770	87.70%
CYP1A2 inhibition	+	0.6815	68.15%
CYP2C8 inhibition	+	0.4436	44.36%
CYP inhibitory promiscuity	-	0.6399	63.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7824	78.24%
Carcinogenicity (trinary)	Non-required	0.5676	56.76%
Eye corrosion	-	0.9913	99.13%
Eye irritation	+	0.8295	82.95%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9731	97.31%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7688	76.88%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.9044	90.44%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5744	57.44%
Acute Oral Toxicity (c)	III	0.5659	56.59%
Estrogen receptor binding	+	0.7859	78.59%
Androgen receptor binding	+	0.6649	66.49%
Thyroid receptor binding	-	0.6517	65.17%
Glucocorticoid receptor binding	+	0.6630	66.30%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7473	74.73%
Honey bee toxicity	-	0.9566	95.66%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	0.9921	99.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.56%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.11%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.29%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.69%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.55%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.25%	99.23%
CHEMBL2535	P11166	Glucose transporter	88.15%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.05%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.98%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.39%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.23%	97.21%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.79%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.68%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.25%	96.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.40%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.60%	93.65%
CHEMBL4208	P20618	Proteasome component C5	80.79%	90.00%

Plants that contains it

• Juglans mandshurica

Cross-Links

• PubChem: 54597553
• LOTUS: LTS0095319
• wikiData: Q105176460